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The following dates are the deadlines by which the Habs must sign a currently unsigned player or relinquish their rights without compensation:

June 30, 2015:
Andreas Engqvist (undrafted FA – Atlant Mytishchi, KHL)

August 15, 2015:
Josiah Didier (4/97, 2011 – Denver, NCAA)

June 1, 2016:
Daniel Audette (5/147, 2014 – Sherbrooke, QMJHL)

August 15, 2016:
Colin Sullivan (7/198, 2011 – Miami, NCAA)*

June 1, 2017:
Artturi Lekhonen (2/36, 2013 – Frolunda, SHL)
Martin Reway (4/116, 2013 – Gatineau, QMJHL)^

June 30, 2018:
Joonas Nattinen (3/65, 2009 – MODO, SHL)

August 15, 2018:
Jake Evans (7/207, 2014 – Notre Dame, NCAA)

August 15, 2019:
Hayden Hawkey (6/177, 2014 – Omaha, USHL)*
Nikolas Koberstein (5/125, 2014 – Bloomington, USHL)*

^ – Per Sec. 8.6 (b)(ii) of the CBA, the Habs have four years to sign Reway even though he was drafted out of the QMJHL which typically holds a two year signing limit.  This is as a result of Reway opting to play for HC Sparta Praha beginning in 2014-15 instead of staying in major junior.

The following players have their rights held indefinitely by the Habs due to a lack of a transfer agreement:

Andrei Kruchinin (7/189, 1998 – last played in 2011-12)
Konstantin Korneev (9/275, 2002 – Kazan, KHL)
Andrei Sidyakin (8/202, 1997 – last played in 2011-12)
Maxim Trunev (5/138, 2008 – Neftekhimik Nizhnekamsk, KHL)

Alexander Buturlin was on this list until late in 2014 when it appears that the Canadiens quietly dropped his rights.

* Player can drop out of college and become a UFA one year earlier than their listed date if they so desire as it will be their fourth year since being drafted.